1111 N Winnetka Avenue

About this property

Tucked into one of Kessler Park’s most beloved and walkable enclaves, this delightful Tudor in Kessler Square is the kind of home that instantly feels warm, welcoming, and deeply rooted in the neighborhood around it. Known for its friendly front-porch culture, charming architecture, and unbeatable proximity to all the best of Oak Cliff, Kessler Square offers a lifestyle that’s as connected as it is picturesque. A light-filled entry with a true foyer sets the tone, opening into a gracious living room rich with character — leaded glass windows, gleaming hardwoods, a wood-burning fireplace, and timeless architectural details create a space that feels both elegant and comfortable. The spacious dining room glows beneath a twinkling chandelier and flows effortlessly into the sweet eat-in kitchen, complete with a cozy breakfast nook, oversized butler’s pantry, and an easy, functional layout designed for both everyday living and gathering with friends and family. The first floor offers two bedrooms plus a flexible office or nursery space, along with two full baths. Upstairs, an expansive bonus area invites endless possibilities — ideal for multiple home offices, a media lounge, creative studio, or private retreat. Thoughtfully maintained, the home features 2026 updates including a new roof and upstairs HVAC system, offering peace of mind alongside the home’s undeniable charm. Beloved for its strong sense of community and sought-after Rosemont zoning, Kessler Square offers a rare blend of charm, connectivity, and convenience — just minutes from Bishop Arts, Downtown, and the Medical District. Rosemont Upper was recognized as a 2023 National Blue Ribbon School, further elevating the neighborhood’s longstanding appeal. Full of character, flexibility, and heart, this is a home that evolves beautifully with the people living in it.

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